N-(4-Methylphenyl)-[2-(naphthalen-2-yloxy)ethyl]amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(4-Methylphenyl)-[2-(naphthalen-2-yloxy)ethyl]amine
• 英文别名: 4-methyl-N-(2-naphthalen-2-yloxyethyl)aniline
• 化学式: C₁₉H₁₉NO
• 分子量: 277.366
• InChiKey: JXGXCCVVGRBNDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(2-chloroethoxy)naphthalene 、 乙烷,三氯氟- 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 8.0h， 以91.7%的产率得到N-(4-Methylphenyl)-[2-(naphthalen-2-yloxy)ethyl]amine
  参考文献：
  名称：

  Alpha-substituted naphthyloxy omega-substituted alkyl/aryl amino-substituted alkane derivatives as agent for treatment or prophylaxis of diabetes and related metabolic disorders

  摘要：

  这项发明涉及新颖的{overscore (&ohgr;)}-取代-萘氧基氨基烷烃，它们的制备和用作降糖药物以及用于治疗和预防心血管疾病（CVS）如降脂效果。

  公开号：

  US20040192688A1

文献信息

• [EN] OMEGA-SUBSTITUTED-NAPHTHYLOXYALKLAMINO DERIVATIVES AS ANTIHYPERGLYCEMIC AGENTS AND PREPARATION<br/>[FR] DERIVES NAPHTYLOXYALKYLAMINO OMEGA-SUBSTITUES A TITRE D'AGENTS ANTIHYPERGLYCEMIQUES, ET LEUR PREPARATION
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2005042465A1

  公开（公告）日：2005-05-12

  This invention relates to novel o-substituted-naphthyloxy-amino alkanes, their preparation and use as antihyperglycemic agents and for the treatment and prevention of cardiovascular disorders (CVS) such as lipid-lowering effects.

  本发明涉及新型的o-取代-萘氧基-氨基烷烃，其制备和用作降血糖药物以及用于治疗和预防心血管疾病（CVS）如降脂效果。
• Alpha-substituted naphthyloxy omega-substituted alkyl/aryl amino-substituted alkane derivatives as agent for treatment or prophylaxis of diabetes and related metabolic disorders
  申请人：COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH

  公开号：US20040192688A1

  公开（公告）日：2004-09-30

  This invention relates to novel overscore (&ohgr;)}-substituted-naphthyloxy-amino alkanes, their preparation and use as antihyperglycemic agents and for the treatment and prevention of cardiovascular disorders (CVS) such as lipid lowering effects.

  这项发明涉及新颖的overscore (&ohgr;)}-取代-萘氧基氨基烷烃，它们的制备和用作降糖药物以及用于治疗和预防心血管疾病（CVS）如降脂效果。
• OMEGA-SUBSTITUTED-NAPHTHYLOXYALKLAMINO DERIVATIVES AS ANTIHYPERGLYCEMIC AGENTS AND PREPARATION
  申请人：COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH

  公开号：EP1682484A1

  公开（公告）日：2006-07-26
• US7081465B2
  申请人：——

  公开号：US7081465B2

  公开（公告）日：2006-07-25
• ω-(2-Naphthyloxy) amino alkanes as a novel class of anti-hyperglycemic and lipid lowering agents
  作者：Devdutt Chaturvedi、Suprabhat Ray、Arvind K. Srivastava、Ramesh Chander

  DOI：10.1016/j.bmc.2007.11.062

  日期：2008.3

  omega-(2-Naphthyloxy) amino alkanes, obtained as major by-product during course of synthesis of carbamate esters from omega-(2-naphthyloxy) alkyl halides and amines, showed significant anti-hyperglycemic and lipid lowering activities in various test models as a novel class of compounds. Compounds were tested in rat GLM, SLM, STZ, and STZ-S models at 100 mg/kg dose. Of these compound 13 was found to be the most active which caused lowering of sugar by 33.6%, 31.0%, 28.5%, and 73.8% in GLM, SLM, STZ, STZ-S, and db/db mice models, respectively. It also significantly effected lowering of LDL in rat model and also in Hamster model without reducing HDL. Most of the compounds showing anti-diabetic and lipid lowering activity have shown promising PPAR-alpha/beta/gamma-activity. Compounds 6, 13, and 19 have shown very good PPAR-alpha/beta/gamma activity. (C) 2007 Elsevier Ltd. All rights reserved.